Vanessa Menga defeated Esme De Villiers 6-4 5-7 7-6 in the Caboolture 4 10K round of 32 on clay. The upset overturned the form book — Esme De Villiers came in leading the head-to-head 2–1. Vanessa Menga narrowed the head-to-head to 2–2.
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 1998-10-05 | Santiago 25K | R32 | clay | Esme De Villiers | 7-6 6-2 |
| 1998-09-28 | Caracas 25K | R16 | hard | Esme De Villiers | 6-1 6-3 |
| 1997-05-10 | Caboolture 2 10K | R16 | clay | Vanessa Menga | 6-1 6-2 |